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Total synthesis of (-)-13-oxyingenol and its natural derivative |
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| Authors: | Ohyoshi Takayuki Funakubo Shota Miyazawa Yamato Niida Keisuke Hayakawa Ichiro Kigoshi Hideo |
| Institution: | Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Japan. |
| Abstract: | Ring functionalization: the total synthesis of a natural derivative of (-)-13-oxyingenol, a potent anti-HIV diterpenoid, is reported. The key steps in this synthesis include a ring-closing olefin metathesis and a Mislow-Evans-type 2,3]-sigmatropic rearrangement. This synthesis provides access to (-)-13-oxyingenol and its natural derivative in 21 steps from a synthetic intermediate previously prepared by Kigoshi and co-workers. |
| Keywords: | 13‐oxyingenol inside–outside framework metathesis sigmatropic rearrangement terpenoids |
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